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| | (-)-Corey Lactone Benzoate Basic information |
| Product Name: | (-)-Corey Lactone Benzoate | | Synonyms: | 5-(Benzoyloxy)hexahydro-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one(3aα,4α,5β,6aα);(-)-5-(BENZOYLOXY)HEXAHYDRO-4-(HYDROXYME)-2H-CYCLOPENTA(B)FURAN-2-ONE, 97%;5-(BENZOYLOXY) HEXAHYDRO-4-(HYDROXYMETHYL)-2H-CYCLOPENTA[B]FURAN-2-ONE;BENZOYL COREY LACTONE;(-)-COREY LACTONE BENZOATE 99%;(-)-COREY LACTONE BENZOATE: (3AR,4S,5R,6AS)-(-)-5-(BENZOYLOXY)-HEXAHYDRO-4(-HYDROXYMETHYL)-2H-CYCLOPENTA[B]FURAN-2-ONE;(-)-6-BETA-HYDROXYMETHYL-7-ALPHA-BENZOYLOXY-CIS-2-OXABICYCLO[3.3.0]OCTAN-3-ONE(COREY''S LACTONE);[3aR-(3aα,4α,5β,6aα)]-5-(Benzoyloxy)hexahydro-4-(hydroxyMethyl)-2H-cyclopenta[b]furan-2-one | | CAS: | 39746-00-4 | | MF: | C15H16O5 | | MW: | 276.29 | | EINECS: | 254-615-6 | | Product Categories: | Latanoprost;Prostaglandins | | Mol File: | 39746-00-4.mol |  |
| | (-)-Corey Lactone Benzoate Chemical Properties |
| Melting point | 116-120 °C | | alpha | -80 º (c=0.8, CHCl3 25 ºC) | | Boiling point | 379.19°C (rough estimate) | | density | 1.2379 (rough estimate) | | refractive index | 1.5000 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Solid | | pka | 14.79±0.10(Predicted) | | color | White to Pale Yellow | | InChI | InChI=1S/C15H16O5/c16-8-11-10-6-14(17)19-12(10)7-13(11)20-15(18)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2/t10-,11-,12+,13-/m1/s1 | | InChIKey | OBRRYUZUDKVCOO-FVCCEPFGSA-N | | SMILES | O1C(=O)C[C@]2([H])[C@@H](CO)[C@H](OC(=O)C3=CC=CC=C3)C[C@]12[H] | | CAS DataBase Reference | 39746-00-4(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22 | | Safety Statements | 36/37/39-26 | | HS Code | 29321900 |
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ACROS
| English |
| | (-)-Corey Lactone Benzoate Usage And Synthesis |
| Chemical Properties | Colorless crystalline powder | | Uses | (-)-Corey Lactone Benzoate is a corey lactone derivative used in the preparation prostaglandin analogues for use as vasolidator as well as EP4 receptor agonists. | | Synthesis | A 1:1 methanol:methylene chloride solution (40 mL) of (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-2H-cyclopenta[b]furan-2-one-4-carbaldehyde (1) (purchased from Cayman Chemical Company, Ann Arbor, MI) (3.5 g, 12.8 mmol) in a 1:1 methanol:dichloromethane solution (40 mL). After 25 min of reaction, the reaction was quenched by careful addition of saturated aqueous citric acid solution (60 mL). The mixture was extracted with ethyl acetate (3 × 40 mL) and the organic layers were combined and washed sequentially with water (2 × 80 mL) and saturated saline (2 × 80 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the target compound 2 (2.43 g, 69% yield). | | References | [1] Patent: US6353000, 2002, B1. Location in patent: Page column 10
[2] Journal of Pharmacology and Experimental Therapeutics, 1999, vol. 290, # 3, p. 1278 - 1284
[3] Patent: US6353014, 2002, B1. Location in patent: Page column 18 |
| | (-)-Corey Lactone Benzoate Preparation Products And Raw materials |
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